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2-Amino-6-fluorobenzoic acid, 98%

Catalog No. AAA1091914
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Catalog No. AAA1091914 Supplier Thermo Scientific Chemicals Supplier No. A1091914
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CAS: 434-76-4 | C7H5FNO2 | 154.12 g/mol

Used in the synthesis of a novel benzamide with potent neuroleptic activity. 5- fluoro-2-methyl-3,l-benzoxazin-4-one was obtained from 2-amino-6-fluorobenzoic acid. The condensation of 2-amino-6-fluorobenzoic acid methyl ester and (4-fluorophenyl) acetyl chloride with N,N-dimethylamino-4-pyridine in CH 2 Cl 2 to give 2-fluoro-6-[2-(4-fluoro-phenyl)-acetylamino]-benzoic acid methyl ester in 61% yield. 2 Amino 6 fluorobenzoic acid is another easily ac cessible synthon for construction of monofluorinated heterocycles. Reactions of 2,3,4,6-tetra-O-acetyl-n-D_glucopyranosyl bromide (2) with p-hydroxybenzaldehyde, trifluoromethyl and fluoro substi- tuted aniline and 2-amino-6-fluorobenzoic acid gave lO-(Pformyl- pheny1)-2,3,4,6-tetra-O-acetyl-(3-D-glucopyranoside. 2-Fluoro-6-iodobenzoic acid,a loose white crystal,was synthesized by using 2-amino-6-fluorobenzoic acid as the starting material.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Used in the synthesis of a novel benzamide with potent neuroleptic activity. 5- fluoro-2-methyl-3,l-benzoxazin-4-one was obtained from 2-amino-6-fluorobenzoic acid. The condensation of 2-amino-6-fluorobenzoic acid methyl ester and (4-fluorophenyl) acetyl chloride with N,N-dimethylamino-4-pyridine in CH 2 Cl 2 to give 2-fluoro-6-[2-(4-fluoro-phenyl)-acetylamino]-benzoic acid methyl ester in 61% yield. 2 Amino 6 fluorobenzoic acid is another easily ac cessible synthon for construction of monofluorinated heterocycles. Reactions of 2,3,4,6-tetra-O-acetyl-n-D_glucopyranosyl bromide (2) with p-hydroxybenzaldehyde, trifluoromethyl and fluoro substi- tuted aniline and 2-amino-6-fluorobenzoic acid gave lO-(Pformyl- pheny1)-2,3,4,6-tetra-O-acetyl-(3-D-glucopyranoside. 2-Fluoro-6-iodobenzoic acid,a loose white crystal,was synthesized by using 2-amino-6-fluorobenzoic acid as the starting material.

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 434-76-4
Molecular Formula C7H5FNO2
Molecular Weight (g/mol) 154.12
MDL Number MFCD00067781
InChI Key RWSFZKWMVWPDGZ-UHFFFAOYSA-M
Synonym 6-fluoroanthranilic acid, anthralic acid, 6-fluoro, benzoic acid, 2-amino-6-fluoro, 6-amino-2-fluorobenzoic acid, 2-amino-6-fluoro-benzoic acid, 2,amino-6-fluorobenzoic acid, 4owo, pubchem1324, 6-fluoroanthanilic acid, acmc-209jun
PubChem CID 521142
IUPAC Name 2-amino-6-fluorobenzoic acid
SMILES NC1=CC=CC(F)=C1C([O-])=O

Specifications

Melting Point 165°C to 167°C
Quantity 25 g
Beilstein 3540926
Formula Weight 155.13
Percent Purity 98%
Chemical Name or Material 2-Amino-6-fluorobenzoic acid
Hazard Category H315-H319-H335
Hazard Statement GHS H Statement
H315-H319-H335
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Precautionary Statement P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c
EINECSNumber 000-000-0
TSCA No
Recommended Storage Ambient temperatures

RUO – Research Use Only

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